Doc:FL63AC
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| − | Catechins refer to a subgroup of [[:Category:FL63|  | + | Catechins refer to a subgroup of [[:Category:FL63|flavan 3-ol]] derivatives (FL63AC).     | 
| − | [[FL63ACNS0002|(-)-Epicatechin]]  | + | The two chiral center at C2 and C3 of the flavan 3-ols produces 4 isomers,  | 
| + | and [[FL63ACNS0001|(+)-Catechin]] and its stereoisomer  | ||
| + | [[FL63ACNS0002|(-)-Epicatechin]] are naturally abundant.  Less abundant are [[FL63ACNS0004|(-)-Catechin]] and [[FL63ACNS0003|(+)-Epicatechin]].  | ||
| + | Gallocatechins are their hydrolized forms.  | ||
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| − | いわゆるカテキン類とは、[[:Category:FL63|Flavan 3-ol]]  | + | いわゆるカテキン類とは、[[:Category:FL63|Flavan 3-ol]]の下にあるグループを指します。C2, C3位にある不斉炭素によって4つの異性体が作られますが、自然界に豊富なのは [[FL63ACNS0001|(+)-カテキン]] とその立体異性体である  | 
| − | [[FL63ACNS0002|(-)-  | + | [[FL63ACNS0002|(-)-エピカテキン]] です。 [[FL63ACNS0004|(-)-カテキン]] と [[FL63ACNS0003|(+)-エピカテキン]] は自然界にあまりみられません。  | 
| + | これらの分子が水酸化されたものを、ガロカテキンと呼びます。  | ||
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Among the stereoisomers, the bioavailability in human follows the order:  | Among the stereoisomers, the bioavailability in human follows the order:  | ||
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| + | 立体異性体の中で、ヒトにおける利用活性は以下の順番になります。  | ||
| + | }}  | ||
| + | <center>  | ||
{|  | {|  | ||
| − | |(-)-epicatechin ||>|| (+)-catechin ||=|| (+)-epicatechin ||>|| (-)-catechin  | + | | (-)-epicatechin ||>|| (+)-catechin ||=|| (+)-epicatechin ||>|| (-)-catechin  | 
|}  | |}  | ||
| − | The circulation level of (-)-epicatechin is 6 times higher than that of (-)-catechin.  | + | </center>  | 
| + | {{Twocolumn|  | ||
| + | The circulation level of (-)-epicatechin is 6 times higher than that of (-)-catechin. Naturally abundant species are more bioavailable than less abundant ones.  | ||
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| + | (-)-エピカテキンが体内に入る効率は(-)-カテキンの6倍にもなり、天然に多く産する分子種が多く吸収されることがわかります。  | ||
| + | }}  | ||
Revision as of 22:08, 18 August 2010
Catechins refer to a subgroup of flavan 3-ol derivatives (FL63AC). The two chiral center at C2 and C3 of the flavan 3-ols produces 4 isomers, and (+)-Catechin and its stereoisomer (-)-Epicatechin are naturally abundant. Less abundant are (-)-Catechin and (+)-Epicatechin. Gallocatechins are their hydrolized forms.
| Structure |   | 
  | 
  | 
  | 
|---|---|---|---|---|
| Name |  (+)-Catechin or D-Catechin  | 
 (-)-Epicatechin or L-Epicatechin  | 
 ent-Catechin or (-)-Catechin  | 
 ent-Epicatechin or (+)-Epicatechin  | 
| B-ring stereo | ↓ | ↓ | ↑ | ↑ | 
| 3-Hydroxyl stereo | ↑ | ↓ | ↓ | ↑ | 
| Gallocatechins | (+)-Gallocatechin | (-)-Epigallocatechin | (-)-Gallocatechin | 
Among the stereoisomers, the bioavailability in human follows the order:
| (-)-epicatechin | > | (+)-catechin | = | (+)-epicatechin | > | (-)-catechin | 
The circulation level of (-)-epicatechin is 6 times higher than that of (-)-catechin. Naturally abundant species are more bioavailable than less abundant ones.